Airdate: Monday, December 22, 2008
Homestar plans to sled down a very steep hill on Decemberween, to Strong Bad's jealousy.
- Arson, Murder, and Jaywalking: It turns out the matress Homestar buried at the base of the Steep Deep was full of "hammers, broken glass, and candy canes sucked down 'til they're all pointy".
- Buffy Speak: The Announcer introduces Homestar with "Here he is, the man that's about to do a thing!"
- Continuity Nod: When Bubs appears during Homestar's special, one of the cheering audience members is actually yelling "Onion Bubs!"
- Fourth Wall Greeting: Parodied during Homestar's "Death-Defying Decemberween Special".Bubs:Well, hey, Homestar! You didn't tell me you were having a holiday special over tonight!
- Grave Humor: Bubs has an epitaph printed onto Homestar's sled, so it doubles as a gravestone if he doesn't survive his trip down the Steep Deep. The epitaph reads "Here Lies Homestar Runner.com: Death-Fying Entertainer and Father of Six", with the "Father of Six" part hastily crossed out.
- Home Made Sweater From Hell: Homestar receives an ugly brown sweater from Marzipan's mom for Decemberween, and barely tries to disguise his contempt.Homestar: Brown sweater. It's like you read my mind!
- Noodle Implements: We never do find out what goes into "hot jones".
- Noodle Incident: Strong Bad apparently got sent to jail again, and is out on parole. Also, the conditions of his parole prevent him from taking part in dare-devilry or promoting said dare-devilry in flimsy holiday themed set on a soundstage.
- Sarcasm Mode: Used heavily by Homestar when he ends up spending Decemberween with Marzipan and her parents.
- Saying Sound Effects Out Loud: Homestar says "Gulp!" after Bubs shows how his new sled doubles as a tombstone.
- Spoof Aesop: At the end, Strong Bad sums up what he's learned from the episode as the set and props from Homestar's "Death-Defying Decemberween Special" are lowered into place.Strong Bad: I gotta give Homestar credit. Using ridiculously elaborate schemes involving bone-curdling injuries to avoid spending time with family is the kind of Decemberween tradition I can get behind!
- Springtime for Hitler: Strong Bad tries to sabotage Homestar's attempt to sled down the Steep Deep by removing the mattress Homestar and the Cheat hid at the bottom of the hill... it turns out the mattress was full of sharp objects, and the whole stunt was an attempt by Homestar to get out of having to spend another Decemberween with Marzipan's mom "and her latest husband."
- Stylistic Suck: "Homestar Runner's Death-Defying Decemberween Special" is full of it, from the forced laughter to the shoddily-made sets to Bubs (and later Coach Z) being visible throwing around fake snow from just out of sight.
- Violence Discretion Shot: The cartoon cuts to "The End" just before the Cheat gets to working Strong Bad over with a two-by-four full of nails.